My First Million
My First Million
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I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson
1 hour 20 minutes Posted Nov 7, 2025 at 4:36 pm.
) Intro
) MLM
) Freelancer
) Agency
) SaaS
) Restaurant
) Marketplace
) Short Term Rentals
) Content Creator
) Real Estate
) Fund Management
) Local Services
) Investing
) Sweaty Startup
) Tiny stock performance
) The courage to be disliked
) Inputs v outputs
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Show notes
Which business model should you start? Get Andrew's cheat sheet with his full ranking and real profit margins here: https://clickhubspot.com/dge
Episode 762: What’s the best business to start in 2026?
Agencies, SaaS, Restaurants, Real Estate, Marketplaces. Angel Investing; Andrew Wilkinson has played every game.
He built 38 companies, lost $10 million, and still ended up with a $300 million portfolio.
This week, @shaanpuri spoke with him about:
the best and worst business models to win in 2026
starting Tiny with just $4M (now $250M)
the truth behind the Twitter hate on Tiny’s stock
why buying companies beats building them
His is not a redemption story. It is the unapologetic reality of building, failing, and getting back up.
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Links:
• Tiny - https://tiny.com/ 
• Never Enough - https://www.neverenough.com/ 
• Serato - https://serato.com/ 
• Rekordbox - https://rekordbox.com
• Pershing Square Holdings - https://pershingsquareholdings.com/ 
• Invest Like The Best - https://www.youtube.com/@ILTB_Podcast 
• The Courage To Be Disliked - https://tinyurl.com/5fk3sa79 
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Check Out Shaan's Stuff:
• Shaan's weekly email - https://www.shaanpuri.com 
• Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents.
• Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies!
Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC
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Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
• Sam’s List - http://samslist.co/
My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano //
This podcast uses Megaphone for stats, tracking, and dynamic audio, Podsights for stats, and tracking. Learn more on this podcast's About tab. Dynamic Audio may cause this episode's timestamps to be slightly off.
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